
Family-friendly holiday rentals in Wheeling
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wheeling

Total holiday rentals
Explore 30 holiday rentals in Wheeling

Nightly prices starting at
Wheeling holiday rentals start at €34 per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Wheeling holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wheeling rentals

4.9 Average rating
Wheeling stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wheeling
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Guest House on 8th - Apartment 2: Entire Apt
Cozy apartment in the heart of downtown Wheeling, within walking distance to restaurants and businesses. One block brings you to the scenic Heritage Walking Trail along the Ohio River. With easy access to I-70 it's the perfect stop-over if you're on your way through town, but if you're planning on a longer visit it's also a comfortable and convenient place to stay while visiting family or friends or just exploring our fun small town. We'd love to host you! Note: 2nd fl apartment w/ no elevator.

The Poplar One: Private Cottage & Garage
Only minutes away from Oglebay resort and waterfall, Wesbanco Arena, The Capital Theater, Centre Market and more, this quiet and cozy cottage is designed for you to come to and relax from your adventure. Located in the beautiful historic Woodsdale neighborhood, you will have access to a private garage with alley access and your cottage above. With privacy and a safe, very walkable neighborhood, this is perfect for single travelers, utility workers, students, couples and smaller families.

Wheeling home with a view away from everyone
It is a 200 year old 2 story house living room, dining room, kitchen, bath first floor, 2nd floor 3 bedrooms. Back porch off the 1st floor looks down over the hill. Quiet area with wildlife from rabbits, coyotes, and deer. Is a good place just to unwind. Lots of parking. You will have access to 110 acres if you like to walk around. We are very pet friendly. There are a few Great Pyrenees dogs who patrol the area to keep coyotes and other animals away from the houses. Not handicap accessible.

Island Getaway on Broadway-Agris Broadway
Quaint and cute apartment (duplex) for a comfortable stay located on Wheeling Island. You will have the entire first floor apartment to yourself. Please note that the apartment is located right next to the Wheeling Island Casino and Wheeling Island Stadium, walking distance to Suspension Bridge, downtown, and interstate. Feel at home in our quiet apartment, whether you are playing, watching, site seeing or just passing by. Enjoy Wheeling while staying at our beautiful place. We allow pets.

3BR Cabin on a Pond - Fish and Kayak, Dog Friendly
*PLEASE READ INFO BELOW RE WINTER VISITS! Luxurious, secluded cabin nestled in the woods lakeside on the shore of a private fishing pond with bass, bluegill, and catfish. No wiFi! Sleeps 8. 5 minutes from Oglebay Park and 15 to Wheeling - a private and unique in-the-woods experience. Wake to the sunlight and birdsongs, fish the pond, walk the trails, and browse the library. This place has everything you need and nothing you don't. This countryside escape on a converted farm is a treat!

Luxe Centre Market 3br Rowhouse
You won't find anything else like this in Wheeling! Located on an up-and-coming street in the eclectic, vibrant and very walkable Centre Market district. This exquisitely renovated rowhouse balances charm and character with swanky, modern, livable style. Walk to festivals, eateries, bars, wineries, shops, etc. Easy access to highways. Abundant free on-street parking. There's a fenced back yard which is shared with the adjoining rowhouse. Enjoy the firepit, the patio or relax on the deck.

Rosedale Timber Lodge
Rosedale Timber Lodge is the perfect quiet retreat. Nestled in the hills of Guernsey County, with no neighbors in sight, you can truly kick back and enjoy nature. Completely restored recently, this lodge is beautifull inside and out with timber framing, a custom kitchen, stone fireplace, fishing pond, volleyball court, wiffleball diamond, and game room in the basement. We also offer 3 full RV hookups! After your stay, you will leave here more relaxed and refreshed than ever!

Grand By Design Farm Guest Suite
We love everything about our hillside home next to Grand Vue Park and enjoy how much our guest love it too. This space was designed with love and attention to detail. The extremely spacious suite with private entrance has a beautiful covered deck overlooking our hillside pasture and the wooded land behind us. An entire wall of windows offer perfect views. Many guest say the King size bed is most comfortable they have ever slept in . The bathroom is simply dreamy.

Secluded Tiny “Ginseng House” Artist Retreat
"Ginseng House" - Our premiere off-grid tiny house! A hand-crafted work of art using our own sawmill lumber. Beautiful wooded setting surrounded by 180 acres of private land and two miles of beautiful Buffalo Creek frontage to enjoy. One very comfortable queen bed in the loft and a fold out double bed love seat on the main floor. Extra guests may pitch tents for $10/night/person. Pets welcome - $35/pet - see pet policy.

The Gibson House!
The whole group will enjoy easy access to everything from this centrally located place. Wheeling casino, Ogelbay, Wheeling Park, 6 Golf Courses, and multiple restaurants are just a short drive away from this location. A few things are on the property. 1. Fishing poles are under the back porch. Feel free to use. 2. There is usually firewood on the side of the house. Feel free to use.

The Royal Roost Treehouse
Our property was recently featured in Ohio Magazine as one of Ohio’s Top 30 Experiences! Escape to The Royal Roost at Owl Hollow, where the magic comes alive. Cozy up with the ones you love in the comfort of your arboreal abode. Combining rustic charm with refined comfort. Whether you’re seeking a peaceful getaway or a romantic retreat, the Royal Roost invites you to relax and reconnect.

Bower Home Near Oglebay Resort
Bower: a pleasant shady place under trees Welcome to The Bower! This newly remodeled authentic log home with a gas fireplace is the epitome of cozy! Panoramic views can be enjoyed in the morning while perching on a large front porch enjoying a hot cup of coffee or tea, to a late evening of serenity while sipping a glass of wine with the feathered tenants of the season.
Popular amenities for Wheeling family-friendly rentals
Family-friendly home rentals with a hot tub

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

Camp Fishbone

Cozy Cabin

3 BR Cabin located in the heart of Monroe County

stAyframe Amsterdam

Timber Frame Barndominium - The Hemlock Place

Hummell Valley Farm Stay

The Bunker House
Family- and pet-friendly home rentals

Cozy home overlooks Ohio River

Sugar Shack Inn

« Sweet Keystone Country Home »

-Red Onion Cabin @ Cole's Greene Acres (No Fees)

The Sunnyside Country Retreat (7 Bdrm, sleeps 30)

W&J Campus | King Beds | Kids & Family Friendly

Private Mt Lebanon Retreat Near Airport/Downtown

Skull Fork Creek Cottage and Hunting Lodge
Family-friendly home rentals with a pool

Liberty Hill Lodge, Hot Tub & Pool

The Victorian

The Cozy Calico - house w/ bonus cabin.

Farmhouse Unique Country Setting

Island Oasis

Billy Boy Retreat - Cohosted by Stacy & Dave

Cross Creek Springs-Secluded nature’s paradise

Stately Mansion - Pool Spa & View! STAYcation!
When is the best time to visit Wheeling?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €119 | €121 | €120 | €122 | €124 | €121 | €116 | €122 | €123 | €124 | €124 | €115 |
| Avg. temp | -2°C | 0°C | 4°C | 11°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Destinations to explore
- Philadelphia Holiday rentals
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- University Of Pittsburgh
- David Lawrence Convention Center
- Raccoon Creek State Park
- Point State Park
- Petersen Events Center
- Salt Fork State Park
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning
- Carnegie Museum of Art
- Market Square
- Duquesne University
- Andy Warhol Museum
- Mattress Factory
- Benedum Center For the Performing Arts





